On what airline are you arriving? Farthest arrival from Tradewind is AA, I believe. From the moment you get out of the “air bridge,” it takes 20 - 30 minutes to get to the Tradewind counter, depending on passenger congestion in the corridors & how fast you walk. JetBlue, on the other hand, is just around the corner & will take no more than 5 - 10 minutes.
Another variable in the time required to move from AA to Tradewind relates to a particular revolving door that formerly provided passage from the secure airport corridors into the space where the Tradewind counter is located. Some work (repairs?) was commenced with respect to it in February, which meant that it was unavailable for use. As a result, to get to the Tradewind counter, it became necessary to continue past this “entrance“ . . . through another one of the shopping areas . . . and halfway through the area of JetBlue gates to an escalator that takes you to a lower level, where you exit the secured area into a long hallway. At this point, you have to backtrack to the Tradewind desk (which is nearby to the JetBlue check-in enter).
Although it appeared that work on the subject revolving door was completed at the time that I recently passed through SJU to Tradewind, it wasn’t operational. When the referenced revolving door is restored to operation, the hike to Tradewind from American will be reduced by about 10 minutes.